Acetic Acid → 3-Bromo-4-methoxy-6-(trifluoromethyl)pyridazine

HRID 1400086노트

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HRID 1400086 반응식
[Br:1][C:2]1[N:3]=[N:4][C:5]([C:9]([F:12])([F:11])[F:10])=[CH:6][C:7]=1Br.C[O-].[Na+].[C:16](O)(=[O:18])C>CO>[Br:1][C:2]1[N:3]=[N:4][C:5]([C:9]([F:12])([F:11])[F:10])=[CH:6][C:7]=1[O:18][CH3:16]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 592333853,4-Dibromo-6-(trifluoromethyl)pyridazine

생성물 1

HCID 592333823-Bromo-4-methoxy-6-(trifluoromethyl)pyridazine수율 64%

시약·촉매·용매 1

HCID 887Methanol용매2회

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온도
0 °C

실험 절차

To a stirred solution of 3,4-dibromo-6-trifluoromethyl-pyridazine (D5) (1.48 g, 4.85 mmol) in methanol at 0° C., was added a 30% solution of sodium methoxide in methanol (0.8 ml, 4.67 mol). The reaction mixture was stirred at 0° C. for 1 h. After this period, the reaction mixture was neutralized by acetic acid addition and the solvent evaporated in vacuo. The crude product was purified by flash column chromatography (silica gel; 3% ammonia in methanol (7M)/dichloromethane). The desired fractions were collected and evaporated in vacuo. to yield D6 (0.79 g, 64%) as a solid. C6H4BrF3N2O requires 257; Found 258 (MH+).

후처리

  1. waitAfter this period
  2. customthe solvent evaporated in vacuo
  3. customThe crude product was purified by flash column chromatography (silica gel; 3% ammonia in methanol (7M)/dichloromethane)
  4. customThe desired fractions were collected
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-09929adc8f6140d7bfea5245b561fca6
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906921B2

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